A kinetic study on the reductive opening of the diphenylmethylene acetal in methyl 2,3-O-diphenylmethylene-α-L-rhamnopyranoside

Dezso Szikra, Attila Mándi, Anikó Borbás, István P. Nagy, István Komáromi, Attila Kiss-Szikszai, Mihály Herczeg, Sándor Antus

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1 Citation (Scopus)

Abstract

Reductive opening of the diphenylmethyl acetal in methyl 2,3-O-diphenylmethylene-α-L-rhamnopyranoside has been investigated by kinetic studies, and the results have been compared to those recently obtained by quantum chemical calculations. In contrast to the previous theoretical calculations which related only to the presumably rate limiting step of the reductive opening, the reaction system LiAlH4, AlCl3, and the title compound consists of at least four simultaneous reactions. Nevertheless, reasonable agreement can be found between the activation Gibbs free energy obtained from kinetic measurements and the theoretically calculated ones in spite of the experimental errors and the approximate nature of theoretical calculations.

Original languageEnglish
Pages (from-to)2004-2006
Number of pages3
JournalCarbohydrate Research
Volume346
Issue number13
DOIs
Publication statusPublished - Sep 2011

Keywords

  • Chloroalane
  • Diphenylmethylene acetal
  • Kinetics
  • R.
  • Reductive
  • opening

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry
  • Organic Chemistry

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